Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

IT Systems and Support Administrator

Company: Kalderos

Location: Chicago, IL

Posted Feb 01, 2025

Kalderos is seeking an IT Systems and Support Administrator to provide top-tier technical support to over 115 internal employees, ensuring smooth operations in a mixed Mac and Windows environment. The role involves critical thinking, troubleshooting, and collaboration with the Director of Information Technology to improve systems and processes. The candidate will also work with the Information Security team to ensure system security and act as a technical mentor to Level 1-2 technical support analysts. The ideal candidate will have 5+ years of experience, excellent technical skills, and a customer service mindset. Relevant certifications, experience in startup environments, and familiarity with Okta, Google Workspace, cloud infrastructure, and compliance standards are preferred. The position offers a competitive salary range, flexible PTO, and a range of benefits, including medical, dental, vision, 401k, and opportunities for growth. Kalderos values collaboration, feedback, and continuous learning, and is committed to equal opportunity.

Scala Software Engineer

Company: Rewards Network

Location: Chicago, IL

Posted Jan 31, 2025

Rewards Network, a company celebrating 40 years in business, is seeking a Scala Software Engineer for a hybrid position in Chicago. The role involves working with a team to build out new business areas and improve the rewards platform using the latest technologies. The company offers a competitive benefits package, including a comprehensive health plan, 401k with company match, and a flexible working environment. Requirements include a degree in Computer Science, 2+ years of development experience, and proficiency in Scala or other functional languages.

Institutional Account Manager - Midwest

Company: Novo Nordisk

Location: Chicago, IL

Posted Jan 31, 2025

Novo Nordisk's Market Access and Public Affairs team works to improve patient access to innovative products for various conditions. They engage with diverse stakeholders, including healthcare providers, policymakers, and key decision-makers, to ensure the latest therapies reach those in need. The team's goal is to deliver optimal health outcomes for patients with diabetes, obesity, growth hormone deficiencies, and rare bleeding disorders. The role involves building relationships with targeted accounts, understanding customer business models, and developing business plans to facilitate access to Novo Nordisk's portfolio. The position requires a bachelor's degree, preferably a master's in a relevant field, and at least 7 years of pharmaceutical industry experience.

Manager, Global Events

Company: UL Solutions

Location: Chicago, IL

Posted Jan 31, 2025

The Manager Global Events role is a hybrid position based in Northbrook or Chicago, IL. Reporting to the Director of Regional Marketing, the role involves shaping and executing events that align with company goals. The successful candidate will lead the development of a global events program, oversee event selection, budget planning, and high-quality execution. They will collaborate with internal teams and external vendors to ensure seamless event delivery. The role requires a strategic thinker with a deep understanding of event trends, audience preferences, and industry best practices. The Manager will also establish and maintain scalable event processes within the department, guaranteeing best practices.

Manager, Solutions Architect - Oracle Cloud ERP & Integrations

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Feb 01, 2025

McDonald's is accelerating its growth strategy, focusing on enhancing the customer experience through Delivery, Digital, and Drive-Thru. The company is investing in transformative technology, including AI and robotics, to digitize its operations and improve efficiency. The role of Manager, Solutions Architect, is crucial in designing and maintaining solutions for Oracle Cloud ERP, ensuring scalability, security, and resilience. The ideal candidate should have extensive experience in solution architecture, particularly in large-scale global technology environments, and a strong understanding of Oracle Cloud ERP, DevOps, Security, and Systems Performance.

Software Engineer Team Lead - DevEx (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 31, 2025

Enova International is seeking a Software Engineering Team Lead with 5+ years of full stack development experience. The role involves designing and implementing technical solutions, collaborating with engineers, mentoring junior developers, and managing agile scrum teams. The ideal candidate should have expertise in enterprise architecture, API integration, and automated testing. The position offers a competitive salary range of $116,000 to $160,000, along with comprehensive benefits and a flexible hybrid work model. Enova is a values-driven organization committed to creating accessible credit for millions through its AI-powered Colossus platform.

IT Support Analyst

Company: Kalderos

Location: Chicago, IL

Posted Feb 01, 2025

Kalderos is a healthcare technology company focused on pharmaceutical pricing transparency, trust, and equity. They are seeking an IT Support Analyst to provide top-tier technical support to their 115+ internal employees in a fully remote environment. The role involves troubleshooting technical issues, collaborating with the IT team, and assisting with IT projects. The company values collaboration, feedback, and growth, offering competitive benefits and a dynamic work environment.

Senior Software Engineer - Platform (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 01, 2025

Enova International is seeking a Senior Software Engineer with 3+ years of full stack development experience. The role involves taking ownership of system development, collaborating with stakeholders, and mentoring team members. Preferred skills include proficiency in Ruby and Go, and experience in the Finance domain. The position offers a competitive salary range, comprehensive benefits, and a flexible hybrid work model. Enova is a values-driven organization committed to creating accessible credit for millions through its AI-powered platform.

Lead AI Software Engineer

Company: iManage

Location: Chicago, IL

Posted Feb 01, 2025

iManage offers a flexible working policy that supports employee wellbeing and work-life balance. The company values collaboration and learning from peers while providing necessary flexibility. The Lead AI Software Engineer role involves using cutting-edge research and technology to work on a wide range of AI problems, focusing on building systems for deploying, scaling, and monitoring NLP and Gen AI applications. The role requires a Masters or PhD in Computer Science, Machine Learning, Data Science, Artificial Intelligence, Statistics, or related field, along with 6+ years of experience in ML/AI engineering or software engineering with expertise in NLP. The role involves driving technical strategy, designing production-ready NLP applications, and collaborating with product and business stakeholders. iManage provides a supportive team, flexible work hours, and comprehensive benefits, including a market-competitive salary, health benefits, and a 401k retirement plan with a company match.

Senior Principal Customer Success Manager

Company: iManage

Location: Chicago, IL

Posted Feb 01, 2025

The text describes a Senior Principal Customer Success Manager role at iManage, a global company using advanced technology for communication. The role involves managing strategic customer portfolios, ensuring customer satisfaction, and driving customer loyalty. The ideal candidate should have extensive experience in enterprise customer management, SaaS environments, and C-suite stakeholder interactions. iManage offers a competitive salary, comprehensive benefits, and a supportive, inclusive culture. The company is committed to diversity and encourages applicants to apply even if they don't meet every qualification.

Product Specialist

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted Feb 01, 2025

ALIS is a leading provider of assisted living software, seeking a problem-solving, self-motivated individual with 2+ years of SaaS experience. The role involves learning ALIS software, understanding the assisted living industry, scoping new features, creating user interfaces, collaborating with teams, and communicating with client services. The company offers competitive benefits, including health insurance, 401k, and PTO. The application process includes a phone call, in-person or video interview, and a project or collaborative work session.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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